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HRID 9344作成日:2026年10月23日

Triphenylphosphine → {4-[3,3-Bis-(4-pyridin-3-yl-phenyl)-allylsulfanyl]-2-trifluoromethyl-phenoxy}-acetic acid ethyl ester

https://huagongshe.com/ja/reaction/9344

反応式

関与物質

役割名称HCID仕込み量
反応物TriphenylphosphineHCID 11776—
反応物1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
反応物3,3-Bis-(4-pyridin-3-yl-phenyl)-prop-2-en-1-olHCID 21986819—
反応物Ethyl [4-sulfanyl-2-(trifluoromethyl)phenoxy]acetateHCID 59516001—
溶媒TetrahydrofuranHCID 8028—
生成物{4-[3,3-Bis-(4-pyridin-3-yl-phenyl)-allylsulfanyl]-2-trifluoromethyl-phenoxy}-acetic acid ethyl esterHCID 69620630—

反応手順

Triphenylphosphine (138 mg, 0.68 mmol) and ADDP (173 mg, 0.68 mmol) were added to a solution of 3,3-bis-(4-pyridin-3-yl-phenyl)-prop-2-en-1-ol (100 mg, 0.27 mmol) in THF (5 ml) at 0° C. The reaction mixture was stirred for 5 min under nitrogen atmosphere. (4-Mercapto-2-trifluoromethyl-phenoxy)-acetic acid ethyl ester (prepared analogous to procedure in BioOrg. Med. Chem. Lett. 2003, 13, 1517) (92 mg, 0.32 mmol) was slowly added to the reaction mixture and the reaction was stirred for further 2 h at 0° C. The reaction mixture was evaporated and the residue was triturated with ether (2×15 ml). The filtered ether phases were evaporated and purified by column chromatography (eluent: ethyl acetate) to give {4-[3,3-bis-(4-pyridin-3-yl-phenyl)-allylsulfanyl]-2-trifluoromethyl-phenoxy}-acetic acid ethyl ester in 100 mg (60%) yield.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07091245B2
出典データセットuspto-grants-2006_08
ORD IDord-c5ebe0b0aed846cc89d4466e7663f9a1
出典メモuspto-grants-2006_08